My first incest experience happened when I was 20, and it was with my mom. I had been trying to set it up for years by finding ways to expose my cock to my mom and my sister. At this point, my dad had left and my sister moved out to live with her boyfriend.
As I mentioned in my first writing, I'm the shy fat guy. I'm 6'2, and my cock is about 5". At this point in time, my mom was 55. She was a bit overweight but not by a lot. She had D-cup boobs that sagged a bit, with big pink nipples. Her pussy was unkempt and very hairy.
I worked from home and had an office in the extra bedroom. One day I decided I wanted my mom to catch me jerking off. About the time she was due home from work, I turned the music up in my office loud. When I saw her car pull in the driveway, I took my pants off and started jerking off facing the door to the hallway. The way the lights in the house are, I could see shadows to know if my mom was walking towards the bedroom. I obviously couldn't hear because the music was so loud. When I saw her coming, I peered through slitted eyes so it would appear my eyes were closed in fantasy. My mom came to the door to tell me she was home, and I had my cock pointed right at her. She hesitated for a few seconds, then just walked away. Once I finished, I licked the cum off my hand as I always do to clean up. Then I put my pants on and walked out of my office. She acted as if nothing had happened.
A few days later, I decided to do this again, with pretty much the same result. It was quite exhilarating and made my orgasm very powerful. After a few weeks of doing this several times per week, I had gotten my timing down to where I blew my load right when she walked in. My mom waited until I finished cumming and then walked away as she always did.
After a couple more weeks of her walking in right as I blew my load, I decided I needed to take it further and see what would transpire. I spied on my mom through the door jamb to the bathroom as she was getting into and getting out of the shower. Then I went and sat on the couch in a pair of shorts and a T-shirt waiting for Jeopardy to come on, as we always watched that together. When my mom came in, she was wearing her pink nightgown that was fairly short, with blue and white striped panties on. Her nightgown was low cut to where I could see quite a lot of her boobs.
We got to the first commercial and my cock was just rock hard from me thinking about my mom naked. So I decided to go for it. I pulled my shorts to the side and started jerking off. My mom looked over and asked "What are you doing?"
"I'm sorry mom, you're just so sexy, I have to!" I said as I slowly jerked my cock. With my fist going up and down on my cock I looked my mom up and down. She just kept her eyes glued to my cock. I took my other hand and started to fondle my balls. I felt my orgasm rapidly approaching, so I leaned forward and shot all of my cum into my open hand. My mom just watched without saying a word. When I finished cumming, I licked the cum off of my hand and put my cock away. We finished watching Jeopardy without saying another word.
The next day was my mom's day off work. So I didn't jerk off in my office for her. But that evening, I watched her through the bathroom door jamb again. And when she came to the living room to watch Jeopardy with me, I already had my hard cock out and was very slowly stroking it. My mom sat beside me on the couch and asked "Is this going to be our routine now?"
I replied "I dunno, we'll see. Does it bother you?"
"No...but why don't you save a little of that sperm for me to taste?" My mom added.
I just smiled at my mom and stroked away. After a couple minutes, my mom reached down her gown and pulled her big boobs out for me to see and asked "does this help?"
"Oh yes! Very much so, thank you mom!" I enthusiastically responded as I started stroking faster. I used my other hand to play with my balls again as I felt the beginnings of my orgasm. When I was about to cum, I leaned forward and filled my hand again, just like the previous night. I then licked my hand clean.
"I thought you were going to share!" My mom whined.
I smiled at her and leaned over, cupping her large left boob with my wet hand and kissed her. I stuck my cum-covered tongue into my mom's mouth and let her have all of her son's cum to eat. I pinched her nipple and it stiffened in my hand. I smiled at my mom and got up and went to my office.
On the following night, again my mom had the day off of work. I was anticipating our time on the couch all day and could hardly contain myself. I didn't want to jerk off because I wanted to make sure I had a full load of cum for my mom. I, of course, watched her get in and out of the shower again. This time when she came out to the living room, I was on the couch naked and hard as a rock! She surprised me as well, she came in wearing only her panties.
As she sat down next to me she said "Why don't you lie down and let mommy take care of her baby boy's cock?"
I put my head on her lap and stretched out across the couch. My mom reached her hand down and started stroking my hard cock. My mom's hand on my cock was the most amazing feeling I'd ever felt. I just laid there admiring my mom's big boobs while she stroked away on my cock.
I grabbed a throw pillow and propped my head up so I would be at the perfect spot to suck on my mom's big nipple. This must have felt good for her because she began stroking a bit faster. I sucked on my mom's boob like a nursing baby, and I played with the other while she jerked me very close to cumming.
I told her I was close to cumming and she quickly leaned down and stuck my cock in her mouth. I couldn't believe it, I was about to shoot a big load of cum right into my mom's mouth! Her warm, wet mouth pretty much made me cum instantly. When I'd shot the last bit into her mouth, she took my cock out and sat back up. I sat up and kissed her. To my surprise, she saved my cum to share with me.
We sat on the couch making out for awhile. I finally decided to reach down and see if she'd let me play with her pussy. Her panties were quite wet as I first just rubbed her pussy from outside of them. I got a little bolder, so I pushed her panties to the side and started rubbing her pussy directly.